Here's my ideas:

Skeet, by today's standards, isn't that great. At first I liked it, when I read it now I just laugh. The pics are computer simulated and the text content is off. Granted, we now know more than before, so I am not dissing the efforts of Skeet for the time of publication. For the various models, def the dial archives, Mondani's books, Eric Ku's sold inventory on his website, and the search function here. I think the goal would be to have a one stop shop with tons of pics of original (thats the key) watches.

As far as for the history of the models in general (not specifics and nuances of each model) , no question, its Jake's Rolex World. Check out the stories on the Daytona, Submariner/Sea-Dweller, GMT. Great well-researched material.

Half the fun is that you have to dig around and research yourself. Good luck.